Current time in Korea 05:12 Oct 21 (Mon) Year 2019 KCS KCS Publications
KCS Publications
My Journal Log In Register
HOME > Search > Browsing(BKCS) > Archives

Bulletin of the Korean Chemical Society (BKCS)

ISSN 0253-2964(Print)
ISSN 1229-5949(Online)
Volume 23, Number 5
BKCSDE 23(5)
May 20, 2002 

Mn(III)-Mediated Radical Cyclization for D 1 -3-Octalone Synthesis
Miai Lee, Jae-Deuk Yang, Moon-Soo Kim, Hye-Sun Jeon, Woonphil Baik, Sangho Koo
D1-3-Octalone, Aldol reaction, Mn(OAc)3, Radical cyclization.
An efficient and practical synthetic method of △1 -3-octalone, which is a versatile building block for thesyntheses of polycyclic compounds, has been developed. The dianion of ethyl acetoacetate reacts with cyclohexene-1-carboxaldehyde (3) to produce the aldol adduct 6, which then undergoes Mn(Ⅲ)-mediated radical cyclization followed by acetate elimination to give △1 -3-octalone 4. A detailed mechanistic insight of Mn(Ⅲ)-mediated cyclization of 6 has been disclosed.
736 - 740
Full Text